CN104059620A - Water-in-oil type polyamide emulsifier for drilling fluid and synthetizing method thereof - Google Patents
Water-in-oil type polyamide emulsifier for drilling fluid and synthetizing method thereof Download PDFInfo
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- CN104059620A CN104059620A CN201410325690.8A CN201410325690A CN104059620A CN 104059620 A CN104059620 A CN 104059620A CN 201410325690 A CN201410325690 A CN 201410325690A CN 104059620 A CN104059620 A CN 104059620A
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- drilling fluid
- emulsifier
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/32—Non-aqueous well-drilling compositions, e.g. oil-based
- C09K8/36—Water-in-oil emulsions
Abstract
The invention discloses a water-in-oil type polyamide emulsifier for drilling fluid and a synthetizing method thereof and relates to a water-in-oil type emulsifier and a synthetizing method thereof. The emulsifier is used for solving the problems that the rheological property of existing emulsifiers for the drilling fluid is worse and the emulsion-breaking voltage is reduced at a high temperature. The water-in-oil type polyamide emulsifier for the drilling fluid is made from N-methyl-1, 3-propanediamine, oleic acid and maleic anhydride as raw materials; the chemical name of the emulsifier is N, N-methyl maleic carboxylate alkylamide propyl tertiary amine; the structural general formula of the emulsifier is HOOC-CH=CH-CO-N(CH3)-(CH2)3-NH-CO-R, wherein the R is CH3(CH2)2-CH=CH-(CH2)7-. The synthetizing method comprises the following steps: mixing, condensing and back flowing the N-methyl-1, 3-propanediamine and the oleic acid in a certain proportion to obtain an intermediate product; heating and stirring the intermediate product and the maleic anhydride to obtain an end product. The emulsifier serves as the emulsifier for the drilling fluid.
Description
Technical field
The present invention relates to a kind of water-in-oil type emulsifier and synthetic method thereof.
Background technology
Drilling fluid or drilling mud, as a kind of circulation liquid that facilitates drill-well operation, play the drilling cuttings, the Cooling and Lubricator drill bit that while conveniently removing drilling well, produce from well head, thereby reduce the possible effect of blowout.Wherein, oil base drilling fluid contamination resistance is strong, and oilness is good, and strong inhibition capability is conducive to keep wellbore stability, can protect to greatest extent hydrocarbon zone; Meanwhile, oil base drilling fluid stable performance, is easy to safeguard, temperature resistance ability is strong, Heat stability is good.Become the important means of the highly difficult high temperature deep well of probing, offshore drilling, high-inclination directional well, horizontal well, various Holes of Complicated Wells section and reservoir protection.
One of oil base drilling fluid mainly safeguards that difficult point is to keep the stability of milk sap, and especially, in the time boring dark hot well, high temperature action makes the easier loss of stability of milk sap.Wherein emulsifying agent is to maintain stable key ingredient of drilling fluid long period, but that most of emulsifying agent easily occurs during higher than 180 DEG C at heating temperature to decompose is ineffective, cause the elctrical stability of oil base drilling fluid system significantly to decline, barite precipitates, and has a strong impact on the performance of system.
The situation few for domestic emulsifier, dosage is many, effect is undesirable; need to develop a kind of high temperature resistance, high performance emulsifying agent; then develop the high temperature resistance oil base drilling fluid system of excellent property; make this drilling fluid there is good high-temperature stability, rheological property and filtration property, thereby protect to greatest extent hydrocarbon zone.Therefore, development temperature resistance ability strong water-in-oil type emulsifier is one of important technology difficult problem of facing of current oil base drilling fluid development.
According to the mechanism of action of mentioned emulsifier, form high temperature resistance water-in-oil type emulsifier and should follow following principle:
1) HLB value is 3～6; 2) diameter of section of non-polar group must be greater than the diameter of section of polar group; 3) should select high-valency metal salt and soap class; 4) be eager to excel with oily avidity; 5) can reduce by a relatively large margin interfacial tension; 6) emulsifying agent of selecting is wanted nontoxic or low toxicity; 7) heat-resisting property is good, at high temperature do not degrade, or desorb is not obvious.In the molecular structure of requirement treatment agent, side chain quantity is as far as possible few; On main chain, should not contain ester bond, ehter bond, can on main chain, introduce alicyclic ring or aromatic ring, increase the temperature resistance of emulsifying agent; Be used in conjunction with temperature resistance protective material, increase heat-resisting property; In molecule, introduce strong aquation group, as sulfonic group, amide group etc., because the stability of aquation group has determined the temperature resistance of emulsifying agent molecule to a great extent.
Summary of the invention
The present invention will solve the problem that under existing drilling fluid emulsifying agent hot conditions, rheological property variation and emulsion-breaking voltage reduce, and a kind of drilling fluid water-in-oil-type polyamide emulsifier and synthetic method thereof are provided.
A kind of drilling fluid of the present invention is with N-methyl isophthalic acid by water-in-oil-type polyamide emulsifier, 3-propylene diamine, oleic acid and maleic anhydride are prepared from as raw material, its chemical name is N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine, and general structure is HOOC-CH=CH-CO-N (CH
3)-(CH
2)
3-NH-CO-R; Wherein R is CH
3(CH
2)
2-CH=CH-(CH
2)
7-.
Above-mentioned drilling fluid is to carry out according to the following steps by the synthetic method of water-in-oil-type polyamide emulsifier:
One, by N-methyl isophthalic acid, 3-propylene diamine and oleic acid mix, and under the condition stirring, temperature are risen to 100 DEG C～110 DEG C from room temperature, after condensing reflux 1h, again temperature is risen to 150 DEG C～170 DEG C from 100 DEG C～110 DEG C, condensing reflux 10h～17h, obtains N-methyl alkyl amido propyl secondary amine; Described N-methyl isophthalic acid, the mol ratio of 3-propylene diamine and oleic acid is (0.6～1.2): 1;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to step 1, add maleic anhydride, control temperature at 80 DEG C～100 DEG C, under the condition stirring, react 1h～3h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine; The mol ratio of described N-methyl alkyl amido propyl secondary amine and maleic anhydride is (0.6～1.2): 1.
The invention has the beneficial effects as follows:
1, synthesis technique of the present invention is simple, and strong operability is low to instrument requirement, and the catalyzer adding is easy to separate.
2, the drilling fluid water-in-oil-type polyamide emulsifier that prepared by the present invention, has good temperature resistance, can resist the high temperature of 200 DEG C, has solved general emulsifying agent labile problem under the high temperature higher than 180 DEG C.And rheological property is good, emulsion-breaking voltage after 200 DEG C of high temperature ageings is still higher than 600V, be greatly improved lower than the conventional emulsifier of 400V compared with emulsion-breaking voltage, thereby solved the problem that under drilling fluid emulsifying agent hot conditions, rheological property variation and emulsion-breaking voltage reduce.
3, the present invention is from the former preparation process of expecting product, and environmental pollution is little, and raw material availability is high.
Brief description of the drawings
Fig. 1 is the N that embodiment tri-obtains, the infrared absorpting light spectra of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine.
Embodiment
Technical solution of the present invention is not limited to following cited embodiment, also comprises the arbitrary combination between each embodiment.
Embodiment one: a kind of drilling fluid of present embodiment is with N-methyl isophthalic acid by water-in-oil-type polyamide emulsifier, 3-propylene diamine, oleic acid and maleic anhydride are prepared from as raw material, its chemical name is N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine, general structure is HOOC-CH=CH-CO-N (CH
3)-(CH
2)
3-NH-CO-R; Wherein R is CH
3(CH
2)
2-CH=CH-(CH
2)
7-.
Embodiment two: present embodiment is different from embodiment one: described drilling fluid is to carry out according to the following steps by the synthetic method of water-in-oil-type polyamide emulsifier:
One, by N-methyl isophthalic acid, 3-propylene diamine and oleic acid join in there-necked flask, there-necked flask is fixed in electric mantle, agitator arm is inserted in the straight shape mouth of there-necked flask, fix whipping appts, another two mouths of there-necked flask set temperature meter and point water condensing unit respectively, under the condition stirring, temperature is risen to 100 DEG C～110 DEG C from room temperature, after insulation 1h, then temperature is risen to 150 DEG C～170 DEG C from 100 DEG C～110 DEG C, insulation 10h～17h, obtains N-methyl alkyl amido propyl secondary amine; Described N-methyl isophthalic acid, the mol ratio of 3-propylene diamine and oleic acid is (0.6～1.2): 1; Described N-methyl isophthalic acid, 3-propylene diamine structural formula is CH
3-NH-(CH
2)
3-NH
2; Described oleic acid structural formula is CH
3(CH
2)
7cH=CH (CH
2)
7cOOH;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to step 1, add maleic anhydride, control temperature at 80 DEG C～100 DEG C, under the condition stirring, react 1h～3h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine; The mol ratio of described N-methyl alkyl amido propyl secondary amine and maleic anhydride is (0.6～1.2): 1.
In present embodiment, maleic anhydride is analytical pure.
The N that present embodiment obtains, the HLB value of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine is 3～6.
The N that present embodiment obtains, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine heat-resisting property is good, at high temperature do not degrade, or desorb is not obvious.In the molecular structure of requirement treatment agent, side chain quantity is as far as possible few; On main chain, should not contain ester bond, ehter bond, can on main chain, introduce alicyclic ring or aromatic ring, increase the temperature resistance of emulsifying agent; Be used in conjunction with temperature resistance protective material, increase heat-resisting property; In molecule, introduce strong aquation group, as sulfonic group, amide group etc., because the stability of aquation group has determined the temperature resistance of emulsifying agent molecule to a great extent.
Present embodiment synthesis technique is simple, and strong operability is low to instrument requirement, and the catalyzer adding is easy to separate.
Drilling fluid prepared by present embodiment water-in-oil-type polyamide emulsifier, has good temperature resistance, can resist the high temperature of 200 DEG C, has solved general emulsifying agent labile problem under the high temperature higher than 180 DEG C.And rheological property is good, emulsion-breaking voltage after 200 DEG C of high temperature ageings is still higher than 600V, be greatly improved lower than the conventional emulsifier of 400V compared with emulsion-breaking voltage, thereby solved the problem that under drilling fluid emulsifying agent hot conditions, rheological property variation and emulsion-breaking voltage reduce.
Present embodiment is from the former preparation process of expecting product, and environmental pollution is little, and raw material availability is high.Other is identical with embodiment one.
Different from embodiment one: in step 1, again temperature to be risen to 160 DEG C from 110 DEG C.Other is identical with embodiment one.
Embodiment three: present embodiment is different from embodiment one or two: again temperature is risen to 160 DEG C from 110 DEG C in step 1.Other is identical with embodiment one or two.
Embodiment four: present embodiment is different from embodiment one or three: be incubated 12h in step 1, obtain N-methyl alkyl amido propyl secondary amine.Other is identical with embodiment one or three.
Embodiment five: present embodiment is different from one of embodiment one to four: the methyl isophthalic acid of N-described in step 1, the mol ratio of 3-propylene diamine and oleic acid is 1:1.Other is identical with one of embodiment one to four.
Embodiment six: present embodiment is different from one of embodiment one to five: control temperature in step 2 at 90 DEG C.Other is identical with one of embodiment one to five.
Embodiment seven: present embodiment is different from one of embodiment one to six: react 2h in step 2 under the condition stirring.Other is identical with one of embodiment one to six.
Embodiment eight: present embodiment is different from one of embodiment one to seven: the mol ratio of the methyl alkyl of N-described in step 2 amido propyl secondary amine and maleic anhydride is 1:1.Other is identical with one of embodiment one to seven.
Verify effect of the present invention by following examples:
Embodiment mono-: a kind of drilling fluid is to carry out according to the following steps by the synthetic method of water-in-oil-type polyamide emulsifier:
One, by the N-methyl isophthalic acid of 0.3mol, the oleic acid of 3-propylene diamine and 0.5mol joins in there-necked flask, there-necked flask is fixed in electric mantle, agitator arm is inserted in the straight shape mouth of there-necked flask, fix whipping appts, another two mouths of there-necked flask set temperature meter and point water condensing unit respectively, under the condition stirring, temperature is risen to 110 DEG C from room temperature, after insulation 1h, then temperature is risen to 160 DEG C from 110 DEG C, insulation 12h, obtains N-methyl alkyl amido propyl secondary amine;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to 0.2mol step 1, join in the maleic anhydride of 0.2mol, control temperature at 90 DEG C, under the condition stirring, react 2h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine.
Embodiment bis-: a kind of drilling fluid is to carry out according to the following steps by the synthetic method of water-in-oil-type polyamide emulsifier:
One, by the N-methyl isophthalic acid of 0.3mol, the oleic acid of 3-propylene diamine and 0.3mol joins in there-necked flask, there-necked flask is fixed in electric mantle, agitator arm is inserted in the straight shape mouth of there-necked flask, fix whipping appts, another two mouths of there-necked flask set temperature meter and point water condensing unit respectively, under the condition stirring, temperature is risen to 110 DEG C from room temperature, after insulation 1h, then temperature is risen to 165 DEG C from 110 DEG C, insulation 12h, obtains N-methyl alkyl amido propyl secondary amine;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to 0.2mol step 1, join in the maleic anhydride of 0.25mol, control temperature at 95 DEG C, under the condition stirring, react 3h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine.
Embodiment tri-: a kind of drilling fluid is to carry out according to the following steps by the synthetic method of water-in-oil-type polyamide emulsifier:
One, by the N-methyl isophthalic acid of 0.25mol, the oleic acid of 3-propylene diamine and 0.3mol joins in there-necked flask, there-necked flask is fixed in electric mantle, agitator arm is inserted in the straight shape mouth of there-necked flask, fix whipping appts, another two mouths of there-necked flask set temperature meter and point water condensing unit respectively, under the condition stirring, temperature is risen to 110 DEG C from room temperature, after insulation 1h, then temperature is risen to 170 DEG C from 110 DEG C, insulation 12h, obtains N-methyl alkyl amido propyl secondary amine;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to 0.2mol step 1, join in the maleic anhydride of 0.16mol, control temperature at 100 DEG C, under the condition stirring, react 2h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine.
The N of table 1 for adding the embodiment of the present invention three to obtain, the high temperature resistant property evaluation of the drilling fluid system of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine; Wherein, YP is yield value; PV is plastic viscosity; ES is emulsion-breaking voltage.
Higher by the visible emulsion-breaking voltage after 200 DEG C of high temperature ageings of table 1, mobility is better.This is mainly due to synthetic end product N, and the HLB value of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine is 3～6, meets the requirement of water-in-oil type emulsifier to hydrophile-lipophile balance value; In addition, the diameter of section of the non-polar group containing in the molecular formula of this material is greater than the diameter of section of polar group, has also proved that this emulsifying agent is water-in-oil type emulsifier; In addition, N, the amido in N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine is strong aquation group, and the power of aquation group has determined the power of this emulsifying agent stability to a certain extent.This for this emulsifying agent be the reason of temperature resistance type water-in-oil type emulsifier.
The N that table 1 adds embodiment tri-to obtain, the high temperature resistant property evaluation of the drilling fluid system of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine
Note: drilling fluid consists of 160mL diesel oil+40mL20%CaCl2 salt solution+1.5% emulsifying agent+3% organophilic clay+4% fluid loss agent+1.5%CaO; Aging condition: 200 DEG C × 16h.
Fig. 1 is the N that embodiment tri-obtains, the infrared absorpting light spectra of N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine; As can be seen from the figure 1500cm
-1(N-H), 1260cm
-1～1300cm
-1(C-N), 1660cm
-1(C=O) be imido characteristic peak, illustrate in emulsifying agent building-up process amidate action has occurred, generated the comb type arcuation emulsifying agent with how active node.
Claims (8)
1. a drilling fluid water-in-oil-type polyamide emulsifier, it is characterized in that the methyl isophthalic acid with N-, 3-propylene diamine, oleic acid and maleic anhydride are prepared from as raw material, its chemical name is N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine, general structure is HOOC-CH=CH-CO-N (CH
3)-(CH
2)
3-NH-CO-R; Wherein R is CH
3(CH
2)
2-CH=CH-(CH
2)
7-.
2. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid as claimed in claim 1, is characterized in that the synthetic method of drilling fluid water-in-oil-type polyamide emulsifier is to carry out according to the following steps:
One, by N-methyl isophthalic acid, 3-propylene diamine and oleic acid mix, and under the condition stirring, temperature are risen to 100 DEG C～110 DEG C from room temperature, after condensing reflux 1h, again temperature is risen to 150 DEG C～170 DEG C from 100 DEG C～110 DEG C, condensing reflux 10h～17h, obtains N-methyl alkyl amido propyl secondary amine; Described N-methyl isophthalic acid, the mol ratio of 3-propylene diamine and oleic acid is (0.6～1.2): 1;
Two, in the N-methyl alkyl amido propyl secondary amine obtaining to step 1, add maleic anhydride, control temperature at 80 DEG C～100 DEG C, under the condition stirring, react 1h～3h, obtain N, N-methyl maleic carboxylic acid ester groups alkylamide propyl tertiary amine; The mol ratio of described N-methyl alkyl amido propyl secondary amine and maleic anhydride is (0.6～1.2): 1.
3. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, is characterized in that again temperature being risen to 160 DEG C from 110 DEG C in step 1.
4. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, is characterized in that being incubated 12h in step 1, obtains N-methyl alkyl amido propyl secondary amine.
5. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, is characterized in that N-methyl isophthalic acid described in step 1, and the mol ratio of 3-propylene diamine and oleic acid is 1:1.
6. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, is characterized in that controlling temperature at 90 DEG C in step 2.
7. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, is characterized in that under the condition stirring, reacting 2h in step 2.
8. the synthetic method of water-in-oil-type polyamide emulsifier for a kind of drilling fluid according to claim 2, the mol ratio that it is characterized in that the methyl alkyl of N-described in step 2 amido propyl secondary amine and maleic anhydride is 1:1.
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| CN109266319B (en) * | 2018-09-27 | 2021-03-30 | 中国石油天然气股份有限公司 | Full-oil-based drilling fluid and preparation method and application thereof |
| CN113651709A (en) * | 2021-07-27 | 2021-11-16 | 佳化化学（茂名）有限公司 | Fatty amide propyl dimethyl tertiary amine and preparation method and application thereof |
| CN116023667A (en) * | 2022-12-28 | 2023-04-28 | 荆州市东泽化工科技有限公司 | Demulsifier and preparation method and application thereof |
| CN116023667B (en) * | 2022-12-28 | 2024-02-20 | 荆州市东泽化工科技有限公司 | Demulsifier and preparation method and application thereof |
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